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Ligand [histone H3]-L-lysine9

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Natural Substrate (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.355

3 S-adenosyl-L-methionine + a [histone H3]-L-lysine9 = 3 S-adenosyl-L-homocysteine + a [histone H3]-N6,N6,N6-trimethyl-L-lysine9

754853, 755057, 752498, 753181, 753202, 753293, 753662, 754819, 755134, 753905, 752821, 754061, 754387, 755156, 753592, 753676, 753746

-

2.1.1.355

3 S-adenosyl-L-methionine + a [histone H3]-L-lysine9 = 3 S-adenosyl-L-homocysteine + [histone H3]-N6,N6,N6-trimethyl-L-lysine9

754930

-

2.1.1.355

S-adenosyl-L-methionine + a [histone H3]-L-lysine9 = S-adenosyl-L-homocysteine + a [histone H3]-N6-methyl-L-lysine9

752498, 753181, 753202, 753293, 753662, 754819, 753905, 754061, 754387, 755156, 753676, 753746

-

2.1.1.355

S-adenosyl-L-methionine + [histone H3]-L-lysine9 = S-adenosyl-L-homocysteine + [histone H3]-N6-methyl-L-lysine9

754930

-

2.1.1.355

4 entries

2.1.1.367

S-adenosyl-L-methionine + a [histone H3]-L-lysine9 = S-adenosyl-L-homocysteine + a [histone H3]-N6-methyl-L-lysine9

756364

-

2.1.1.368

S-adenosyl-L-methionine + [histone H3]-L-lysine9 = S-adenosyl-L-homocysteine + [histone H3]-N6-methyl-L-lysine9

758007

-

2.3.1.48

acetyl-CoA + [histone H3]-L-lysine9 = CoA + [histone H3]-N6-acetyl-L-lysine9

755950, 756850, 756646, 755801, 757517

-

In Vivo Product in Enzyme-catalyzed Reactions (14 results)

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Show Natural Product (14 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.11.27

[histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.65

a [histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = a [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.65

a [histone H3]-N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = a [histone H3]-L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.65

histone H3 N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = histone H3 L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.65

[histone H3]-N6-methyl-L-lysine 9 + 2-oxoglutarate + O2 = [histone H3]-L-lysine 9 + succinate + formaldehyde + CO2

0

-

1.14.11.65

[histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.65

[histone H3]-N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = [histone H3]-L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.66

histone H3 N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = histone H3 L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.66

[histone H3]-N6,N6,N6-trimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.66

[histone H3]-N6,N6,N6-trimethyl-L-lysine9 + 3 2-oxoglutarate + 3 O2 = [histone H3]-L-lysine9 + 3 succinate + 3 formaldehyde + 3 CO2

0

-

1.14.11.66

[histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.66

[histone H3]-N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = [histone H3]-L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.65

6 entries

1.14.11.66

5 entries

1.14.11.67

[histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.99.66

[histone H3]-N6-methyl-L-lysine 9 + 2-oxoglutarate + O2 = [histone H3]-L-lysine 9 + succinate + formaldehyde + CO2

0

-

Substrate in Enzyme-catalyzed Reactions (8 results)

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Show Substrate (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.355

3 S-adenosyl-L-methionine + a [histone H3]-L-lysine9 = 3 S-adenosyl-L-homocysteine + a [histone H3]-N6,N6,N6-trimethyl-L-lysine9

754853, 755057, 752498, 753181, 753202, 753293, 753662, 754819, 755134, 753905, 752821, 754061, 754387, 755156, 753592, 753676, 753746

-

2.1.1.355

3 S-adenosyl-L-methionine + a [histone H3]-L-lysine9 = 3 S-adenosyl-L-homocysteine + [histone H3]-N6,N6,N6-trimethyl-L-lysine9

754930

-

2.1.1.355

S-adenosyl-L-methionine + a [histone H3]-L-lysine9 = S-adenosyl-L-homocysteine + a [histone H3]-N6-methyl-L-lysine9

752498, 753181, 753202, 753293, 753662, 754819, 753905, 754061, 754387, 755156, 753676, 753746

-

2.1.1.355

S-adenosyl-L-methionine + [histone H3]-L-lysine9 = S-adenosyl-L-homocysteine + [histone H3]-N6-methyl-L-lysine9

754930

-

2.1.1.355

4 entries

2.1.1.367

S-adenosyl-L-methionine + a [histone H3]-L-lysine9 = S-adenosyl-L-homocysteine + a [histone H3]-N6-methyl-L-lysine9

756364

-

2.1.1.368

S-adenosyl-L-methionine + a [histone H3]-L-lysine9 = S-adenosyl-L-homocysteine + a [histone H3]-N6-methyl-L-lysine9

758007

-

2.1.1.368

S-adenosyl-L-methionine + [histone H3]-L-lysine9 = S-adenosyl-L-homocysteine + [histone H3]-N6-methyl-L-lysine9

758007

-

2.1.1.368

2 entries

2.3.1.48

acetyl-CoA + [histone H3]-L-lysine9 = CoA + [histone H3]-N6-acetyl-L-lysine9

756657, 755950, 756850, 756646, 755801, 757517

-

Product in Enzyme-catalyzed Reactions (20 results)

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Show Product (20 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.11.27

[histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.65

a [histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = a [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.65

a [histone H3]-N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = a [histone H3]-L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.65

histone H3 N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = histone H3 L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.65

[histone H3]-N6-methyl-L-lysine 9 + 2-oxoglutarate + O2 = [histone H3]-L-lysine 9 + succinate + formaldehyde + CO2

0

-

1.14.11.65

[histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.65

[histone H3]-N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = [histone H3]-L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.66

histone H3 N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = histone H3 L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.66

[histone H3]-N6,N6,N6-trimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.66

[histone H3]-N6,N6,N6-trimethyl-L-lysine9 + 3 2-oxoglutarate + 3 O2 = [histone H3]-L-lysine9 + 3 succinate + 3 formaldehyde + 3 CO2

0

-

1.14.11.66

[histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.11.66

[histone H3]-N6-methyl-L-lysine9 + 2-oxoglutarate + O2 = [histone H3]-L-lysine9 + succinate + formaldehyde + CO2

0

-

1.14.11.65

6 entries

1.14.11.66

5 entries

1.14.11.67

[histone H3]-N6,N6-dimethyl-L-lysine9 + 2 2-oxoglutarate + 2 O2 = [histone H3]-L-lysine9 + 2 succinate + 2 formaldehyde + 2 CO2

0

-

1.14.99.66

[histone H3]-N6-methyl-L-lysine 9 + 2-oxoglutarate + O2 = [histone H3]-L-lysine 9 + succinate + formaldehyde + CO2

0

-

2.3.1.286

NAD+ + [histone H3]-N6-acetyl-L-lysine9 = nicotinamide + [histone H3]-L-lysine9 + 2'-O-acetyl-ADP-ribose

0

-

2.3.1.286

[histone H3]-N6-acetyl-L-lysine9 + NAD+ + H2O = [histone H3]-L-lysine9 + 2''-O-acetyl-ADP-D-ribose + nicotinamide

0

-

2.3.1.286

[histone H3]-N6-butyryl-L-lysine9 + NAD+ + H2O = [histone H3]-L-lysine9 + 2''-O-butyryl-ADP-D-ribose + nicotinamide

0

-

2.3.1.286

[histone H3]-N6-myristoyl-L-lysine9 + NAD+ + H2O = [histone H3]-L-lysine9 + 2''-O-myristoyl-ADP-D-ribose + nicotinamide

0

-

2.3.1.286

[histone H3]-N6-octanoyl-L-lysine9 + NAD+ + H2O = [histone H3]-L-lysine9 + 2''-O-octanoyl-ADP-D-ribose + nicotinamide

0

-

2.3.1.286

5 entries

2.3.1.B43

NAD+ + [histone H3]-N6-succinyl-L-lysine9 = nicotinamide + [histone H3]-L-lysine9 + 2'-O-succinyl-ADP-ribose

0

-

Enzyme Kinetic Parameters

References & Links

Literature References (26)

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Show Reference (26 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

752498

25613390

The H3K9 methyltransferase G9a represses E-cadherin and is associated with myometrial invasion in endometrial cancer

2015

Hsiao, S.M.; Chen, M.W.; Chen, C.A.; Chien, M.H.; Hua, K.T.; Hsiao, M.; Kuo, M.L.; Wei, L.H.

Ann. Surg. Oncol.

22

S1556-S1565

752821

29101051

Histone methyltransferase G9a modulates hepatic insulin signaling via regulating HMGA1

2018

Xue, W.; Huang, J.; Chen, H.; Zhang, Y.; Zhu, X.; Li, J.; Zhang, W.; Yuan, Y.; Wang, Y.; Zheng, L.; Huang, K.

Biochim. Biophys. Acta

1864

338-346

753181

31515511

Histone methyltransferase G9a protects against acute liver injury through GSTP1

2019

Zhang, Y.; Xue, W.; Zhang, W.; Yuan, Y.; Zhu, X.; Wang, Q.; Wei, Y.; Yang, D.; Yang, C.; Chen, Y.; Sun, Y.; Wang, S.; Huang, K.; Zheng, L.

Cell Death Differ.

27

1243-1258

753202

30943408

Histone H3K9 methyltransferase G9a in oocytes is essential for preimplantation development but dispensable for CG methylation protection

2019

Au Yeung, W.K.; BrindAmour, J.; Hatano, Y.; Yamagata, K.; Feil, R.; Lorincz, M.C.; Tachibana, M.; Shinkai, Y.; Sasaki, H.

Cell Rep.

27

282-293.e4

753293

28778944

Histone methyltransferase G9a is required for cardiomyocyte homeostasis and hypertrophy

2017

Papait, R.; Serio, S.; Pagiatakis, C.; Rusconi, F.; Carullo, P.; Mazzola, M.; Salvarani, N.; Miragoli, M.; Condorelli, G.

Circulation

136

1233-1246

753592

28957455

Histone H3 lysine 9 methyltransferase FvDim5 regulates fungal development, pathogenicity and osmotic stress responses in Fusarium verticillioides

2017

Gu, Q.; Ji, T.; Sun, X.; Huang, H.; Zhang, H.; Lu, X.; Wu, L.; Huo, R.; Wu, H.; Gao, X.

FEMS Microbiol. Lett.

364

fnx184

753662

26441991

Functional role of G9a histone methyltransferase in cancer

2015

Casciello, F.; Windloch, K.; Gannon, F.; Lee, J.S.

Front. Immunol.

6

487

753676

27597848

Histone H3 lysine 9 methyltransferase DIM5 is required for the development and virulence of Botrytis cinerea

2016

Zhang, X.; Liu, X.; Zhao, Y.; Cheng, J.; Xie, J.; Fu, Y.; Jiang, D.; Chen, T.

Front. Microbiol.

7

1289

753746

30923167

Structural basis of recognition and destabilization of the histone H2B ubiquitinated nucleosome by the DOT1L histone H3 Lys79 methyltransferase

2019

Jang, S.; Kang, C.; Yang, H.S.; Jung, T.; Hebert, H.; Chung, K.Y.; Kim, S.J.; Hohng, S.; Song, J.J.

Genes Dev.

33

620-625

753905

27916793

Histone H3 methyltransferase Suv39h1 prevents myogenic terminal differentiation by repressing MEF2 activity in muscle cells

2016

Jin, W.; Shang, Y.; Peng, J.; Jiang, S.

Int. J. Mol. Sci.

17

1908

754061

11316813

Set domain-containing protein, G9a, is a novel lysine-preferring mammalian histone methyltransferase with hyperactivity and specific selectivity to lysines 9 and 27 of histone H3

2001

Tachibana, M.; Sugimoto, K.; Fukushima, T.; Shinkai, Y.

J. Biol. Chem.

276

25309-25317

754387

28135087

Discovery of potent and selective inhibitors for G9a-like protein (GLP) lysine methyltransferase

2017

Xiong, Y.; Li, F.; Babault, N.; Dong, A.; Zeng, H.; Wu, H.; Chen, X.; Arrowsmith, C.H.; Brown, P.J.; Liu, J.; Vedadi, M.; Jin, J.

J. Med. Chem.

60

1876-1891

754819

26807716

A two-state activation mechanism controls the histone methyltransferase Suv39h1

2016

Mueller, M.M.; Fierz, B.; Bittova, L.; Liszczak, G.; Muir, T.W.

Nat. Chem. Biol.

12

188-193

754853

30297796

The H3K9 methyltransferase SETDB1 maintains female identity in Drosophila germ cells

2018

Smolko, A.E.; Shapiro-Kulnane, L.; Salz, H.K.

Nat. Commun.

9

4155

754930

31165882

Disordered region of H3K9 methyltransferase Clr4 binds the nucleosome and contributes to its activity

2019

Akoury, E.; Ma, G.; Demolin, S.; Broenner, C.; Zocco, M.; Cirilo, A.; Ivic, N.; Halic, M.

Nucleic Acids Res.

47

6726-6736

755057

30860988

The histone methyltransferase G9a regulates tolerance to oxidative stress-induced energy consumption

2019

Riahi, H.; Brekelmans, C.; Foriel, S.; Merkling, S.H.; Lyons, T.A.; Itskov, P.M.; Kleefstra, T.; Ribeiro, C.; van Rij, R.P.; Kramer, J.M.; Schenck, A.

PLoS Biol.

17

e2006146

755134

27798683

Ubiquitination of lysine 867 of the human SETDB1 protein upregulates its histone H3 lysine 9 (H3K9) methyltransferase activity

2016

Ishimoto, K.; Kawamata, N.; Uchihara, Y.; Okubo, M.; Fujimoto, R.; Gotoh, E.; Kakinouchi, K.; Mizohata, E.; Hino, N.; Okada, Y.; Mochizuki, Y.; Tanaka, T.; Hamakubo, T.; Sakai, J.; Kodama, T.; Inoue, T.; Tachibana, K.; Doi, T.

PLoS ONE

11

e0165766

755156

29145444

Inhibition of the H3K9 methyltransferase G9A attenuates oncogenicity and activates the hypoxia signaling pathway

2017

Ho, J.C.; Abdullah, L.N.; Pang, Q.Y.; Jha, S.; Chow, E.K.; Yang, H.; Kato, H.; Poellinger, L.; Ueda, J.; Lee, K.L.

PLoS ONE

12

e0188051

755801

26810649

Garcinol inhibits GCN5-mediated lysine acetyltransferase activity and prevents replication of the parasite Toxoplasma gondii

2016

Jeffers, V.; Gao, H.; Checkley, L.A.; Liu, Y.; Ferdig, M.T.; Sullivan, W.J.

Antimicrob. Agents Chemother.

60

2164-2170

755950

27993678

Chemical inhibition of the histone acetyltransferase activity in Arabidopsis thaliana

2017

Aquea, F.; Timmermann, T.; Herrera-Vasquez, A.

Biochem. Biophys. Res. Commun.

483

664-668

756364

22939622

Prdm3 and Prdm16 are H3K9me1 methyltransferases required for mammalian heterochromatin integrity

2012

Pinheiro, I.; Margueron, R.; Shukeir, N.; Eisold, M.; Fritzsch, C.; Richter, F.M.; Mittler, G.; Genoud, C.; Goyama, S.; Kurokawa, M.; Son, J.; Reinberg, D.; Lachner, M.; Jenuwein, T.

Cell

150

948-960

756646

28644986

Designing novel inhibitors against histone acetyltransferase (HAT xa0GCN5) of Plasmodium falciparum

2017

Kumar, A.; Bhowmick, K.; Vikramdeo, K.; Mondal, N.; Subbarao, N.; Dhar, S.

Eur. J. Med. Chem.

138

26-37

756657

31195169

Histone acetyltransferase inhibitors An overview in synthesis, structure-activity relationship and molecular mechanism

2019

Huang, M.; Huang, J.; Zheng, Y.; Sun, Q.

Eur. J. Med. Chem.

178

259-286

756850

29676588

Lysine acetyltransferase inhibitors structure-activity relationships and potential therapeutic implications

2018

Fiorentino, F.; Mai, A.; Rotili, D.

Future Med. Chem.

10

1067-1091

757517

29801653

Roles for lysine acetyltransferases during mammalian hibernation

2018

Rouble, A.N.; Hawkins, L.J.; Storey, K.B.

J. Therm. Biol.

74

71-76

758007

15546353

Molecular characterization of the tobacco SET domain protein NtSET1 unravels its role in histone methylation, chromatin binding, and segregation

2004

Yu, Y.; Dong, A.; Shen, W.H

Plant J.

40

699-711

Links to other databases for [histone H3]-L-lysine9

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